Old Academy Road

Fairfield | Connecticut

Where Comfort

Comes Naturally

View Photos Watch Film 360° VTour Open House

William Raveis Real Estate

Presented At

$2,999,000

Bedrooms

Bathrooms

Living

7,062

SQFT

Fireplace

Cinema

Library

Office

Fitness Center / Gym

Bar

Laundry Room

Game Room

Pergola

Pool

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Old Academy Road

Fairfield | Connecticut

99 Old Academy Road, Fairfield, CT, 06824, USA, Fairfield, Connecticut, United States. , Fairfield , Connecticut

distinguished Cape residence

Welcome to 99 Old Academy Road, a distinguished Cape originally reimagined by local architect Richard Swann and thoughtfully expanded in 2019 by Alex Esposito. Arched-top dormers elevate the architecture, blending tradition with luxury. This residence offers 6 bedrooms plus a private two-level guest suite, 7 full / 3 half baths, all set on 2+ acres in lower Greenfield Hill. At the heart of the home, the kitchen offers an open layout with a spacious dining area, custom cabinetry, a floor-to-ceiling glass wine display, and walk-in pantry. The kitchen flows seamlessly onto a bluestone patio with a double-sided fireplace, perfect for indoor-outdoor living. The kitchen leads to the lower level, featuring a stone bar in the game room, a 10-seat cinema, and ample storage. The family room, with its built-ins, poolside views, and gas fireplace, offers an inviting year-round retreat, the main level also includes a private office. Upstairs, every bedroom is paired with its own private bath, each with a unique design. The custom mahogany library serves as a passage to the East Wing, where the main level offers a gym, poolside lounge, & outdoor shower, while the upper-level features three additional en-suite bedrooms and a second laundry room. Outdoors, enjoy wraparound mahogany decks, multiple bluestone patios, a heated pool, volleyball court, pergola gardens, and fruit trees. 99 Old Academy Road isn't just a home, it's a lifestyle of elegance, comfort, and unforgettable spaces.

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Property Location

99 Old Academy Road, Fairfield, CT, 06824, USA, Fairfield, Connecticut, United States., Fairfield Connecticut

Local Weather & Climate

Fairfield, Connecticut

Current Conditions Updated recently

47 °F

Mist

Feels Like 44°F

Humidity 95%

Wind 7 mph

Visibility 3 mi

Sunrise 10:51 AM

Sunset 11:07 PM

5-Day Forecast

Mon 23 Mar

Rain

High 47°

Low 37°

Tue 24 Mar

Clear

High 45°

Low 31°

Wed 25 Mar

Clouds

High 49°

Low 36°

Thu 26 Mar

Clouds

High 51°

Low 42°

Fri 27 Mar

Clouds

High 55°

Low 44°

Data from OpenWeatherMap

Walkability & Transit Scores

How easy is it to get around Fairfield?

Walkability and transit scores for this address come from the EPA National Walkability Index.

Mortgage Calculator

Estimate your monthly payments for this property

Home Price

Down Payment

$100,000

Interest Rate

Loan Term

Estimated Monthly Payment $3,160

Monthly Payment Breakdown

Principal & Interest $2,528

Loan Amount $400,000

Total Interest $337,621

Total Cost $737,621

Potential Tax Benefits (United States)

$0 Est. First Year Interest Deduction

$0 Est. Annual Tax Savings

*Based on post-2017 tax law. Actual deductions depend on filing status, itemization, and current tax laws.

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Frequently Asked Questions

Common questions about this property

How many bedrooms and bathrooms does 99 Old Academy Road, Fairfield, CT, 06824, USA, Fairfield, Connecticut, United States have?

This house at 99 Old Academy Road, Fairfield, CT, 06824, USA, Fairfield, Connecticut, United States features 6 bedrooms with 7,062 square feet of living space.

What is the size of 99 Old Academy Road, Fairfield, CT, 06824, USA, Fairfield, Connecticut, United States?

This property offers 7,062 square feet of living space.

What is the listing price for 99 Old Academy Road, Fairfield, CT, 06824, USA, Fairfield, Connecticut, United States?

This property is listed at $299,900,000, which equals $42467 per square foot.

What type of property is 99 Old Academy Road, Fairfield, CT, 06824, USA, Fairfield, Connecticut, United States?

This is a house located in Fairfield, Connecticut. The property is situated in an established neighborhood with convenient access to local amenities and services.

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